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Home > Pharmaceutical Intermediates > Bulk Drug Intermediates > Azetidon for Sale > 4-Acetoxyazetidin-2-one (4-AA) 99% Purity Carbapenem Antibiotic Chiral Intermediate CAS 76855-69-1 Pharmaceutical Grade
4-Acetoxyazetidin-2-one (4-AA) 99% Purity Carbapenem Antibiotic Chiral Intermediate CAS 76855-69-1 Pharmaceutical Grade buy - large image1
4-Acetoxyazetidin-2-one (4-AA) 99% Purity Carbapenem Antibiotic Chiral Intermediate CAS 76855-69-1 Pharmaceutical Grade buy - image1
4-Acetoxyazetidin-2-one (4-AA) 99% Purity Carbapenem Antibiotic Chiral Intermediate CAS 76855-69-1 Pharmaceutical Grade buy - image2
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4-Acetoxyazetidin-2-one (4-AA) 99% Purity Carbapenem Antibiotic Chiral Intermediate CAS 76855-69-1 Pharmaceutical Grade buy - image4
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4-Acetoxyazetidin-2-one (4-AA) 99% Purity Carbapenem Antibiotic Chiral Intermediate CAS 76855-69-1 Pharmaceutical Grade

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Unit Price:

$117-151/KG FOB

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CAS No.:

76855-69-1

Grade:

Pharmaceutical Grade

Content:

99%

Port:

qingdao

Brand:

/

Packaging:

25kg/drum, 5kg/bag

Price valid (until):

2026-07-24

Company Type:
Trader
Location:
China
Qualification:
Main Products:

3-(1-Naphthoyl)indole

  • Product Description

  • Seller Information

  • Description


      Product Detail  



    Product Overview
    4-Acetoxyazetidin-2-one, commonly known as 4-AA, is a critical chiral building block for the synthesis of carbapenem antibiotics. It features a four-membered β-lactam ring structure with a silyl-protected hydroxyethyl side chain at position 3 and an acetoxy group at position 4, serving as the core intermediate for meropenem, imipenem, ertapenem, doripenem, and other carbapenem antibiotics.


    Chemically, 4-AA is (3R,4R)-4-Acetoxy-3-[(R)-tert-butyldimethylsilyloxyethyl]azetidin-2-one with the molecular formula C₁₃H₂₅NO₄Si. It is a white to off-white crystalline solid with a melting point of 107-109°C and specific optical rotation of +45° to +52° (c=1, CHCl₃). The compound is highly sensitive to moisture and acidic/basic conditions, requiring storage under inert atmosphere in a cool, dry place.


    Synthesis & Manufacturing Process


    The industrial synthesis of 4-AA typically involves the following key steps:


    1. 1、Chiral pool approach: Starting from L-threonine or other chiral pool materials to establish the three chiral centers
    2. 2、β-lactam ring formation: Through intramolecular cyclization or cycloaddition reactions
    3. 3、Stereoselective functionalization: Introduction of the acetoxy group at position 4 with controlled stereochemistry
    4. 4、Hydroxyl protection: Protection of the side chain hydroxyl with TBDMS group
    5. 5、Purification: Recrystallization and chiral purification to achieve ≥99% enantiomeric purity


    Our 4-AA is manufactured using a robust, scalable process that consistently delivers high purity and excellent chiral purity, meeting the stringent requirements of pharmaceutical API production.

     Quality Specifications

    Items Specifications
     Appearance White crystalline powder
    Purity ≥99.0%
    Melting Point 107-109°C
    Specific Rotation +45°~+52° (c=1, CHCl₃)
    Water Content ≤0.5%
    Residue on Ignition ≤0.1%
    Heavy Metals ≤10ppm
    Single Impurity ≤0.5%
    Storage Condition 2-8℃, sealed and dry
    • Packaging & Storagel  

    • Available in multiple packaging options:

    • 1kg aluminum foil bags
    • 5kg fiber drums
    • 25kg fiber drums with inner PE bags
    • Custom packaging available upon request
    Storage conditions:

    • Store in tightly sealed containers under nitrogen atmosphere
    • Keep in cool, dry place at 2-8°C
    • Protect from moisture and light
    • Shelf life: 24 months under proper storage conditions


    Each batch is accompanied by a comprehensive Certificate of Analysis (COA) detailing all quality parameters.

    Certificates
    • 4-Acetoxyazetidin-2-one (4-AA) 99% Purity Carbapenem Antibiotic Chiral Intermediate CAS 76855-69-1 Pharmaceutical Grade Certificates 1

    Basic Info
    Product Name:

    Azetidon

    Other Name:

    2-Azetidinone,4-(acetyloxy)-3-[(1R)-1-[[(1,1-dimethylethyl)dimethylsilyl]oxy]ethyl]-,(3R,4R)-;2-Azetidinone,4-(acetyloxy)-3-[1-[[(1,1-dimethylethyl)dimethylsilyl]oxy]ethyl]-,[3R-[3α(R*),4β]]-;(3R,4R)-4-(Acetyloxy)-3-[(1R)-1-[[(1,1-dimethylethyl)dimethylsilyl]oxy]ethyl]-2-azetidinone;(1′R,3R,4R)-4-acetoxy-3-(1′-tert-butyldimethylsilyloxyethyl)-2-azetidinone;(3R,4R)-4-Acetoxy-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]azetidinone;Azetidon;(3R,4R)-4-Acetoxy-3-[(R)-1-(tert-butyldimethylsiloxy)ethyl]azetidin-2-one;(3R,4R)-4-Acetoxy-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]-2-azetidinone;(2R,3R)-3-((R)-1-(tert-Butyldimethylsiloxy)ethyl)-4-oxoazetidin-2-yl acetate;134354-63-5;91616-50-1

    CAS No.:

    76855-69-1

    Molecular Formula:

    C13H25NO4Si

    InChIKeys:

    InChIKey=GWHDKFODLYVMQG-UBHAPETDSA-N

    Molecular Weight:

    287.43

    Exact Mass:

    287.43

    EC Number:

    408-050-9

    UNII:

    75874VBV1X

    HScode:

    2933990090

    Characteristics
    PSA:

    64.6

    XLogP3:

    2.36070

    Appearance:

    white to light yellow crystal powder

    Density:

    1.0±0.1 g/cm3

    Melting Point:

    72-74 °C

    Boiling Point:

    358.318ºC at 760 mmHg

    Flash Point:

    170.5±23.7 °C

    Refractive Index:

    1.464

    Storage Conditions:

    2-8°C

    Specific rotation:

    51 º (c=1, chloroform)

    Hazard Identification

    Classification of the substance or mixture

    Skin sensitization, Category 1

    Eye irritation, Category 2

    Hazardous to the aquatic environment, long-term (Chronic) - Category Chronic 2

    GHS label elements, including precautionary statements

    Pictogram(s)
    Signal word

    Warning

    Hazard statement(s)

    H317 May cause an allergic skin reaction

    H319 Causes serious eye irritation

    H411 Toxic to aquatic life with long lasting effects

    Precautionary statement(s)
    Prevention

    P261 Avoid breathing dust/fume/gas/mist/vapours/spray.

    P272 Contaminated work clothing should not be allowed out of the workplace.

    P280 Wear protective gloves/protective clothing/eye protection/face protection/hearing protection/...

    P264 Wash ... thoroughly after handling.

    P273 Avoid release to the environment.

    Response

    P302+P352 IF ON SKIN: Wash with plenty of water/...

    P333+P317 If skin irritation or rash occurs: Get medical help.

    P321 Specific treatment (see ... on this label).

    P362+P364 Take off contaminated clothing and wash it before reuse.

    P305+P351+P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.

    P391 Collect spillage.

    Storage

    none

    Disposal

    P501 Dispose of contents/container to an appropriate treatment and disposal facility in accordance with applicable laws and regulations, and product characteristics at time of disposal.

    Other hazards which do not result in classification

    no data available

    Handling and Storage

    Precautions for safe handling

    Handling in a well ventilated place. Wear suitable protective clothing. Avoid contact with skin and eyes. Avoid formation of dust and aerosols. Use non-sparking tools. Prevent fire caused by electrostatic discharge steam.

    Conditions for safe storage, including any incompatibilities

    Store the container tightly closed in a dry, cool and well-ventilated place. Store apart from foodstuff containers or incompatible materials.

  • Seller Information
    Business Type:

    Trader

    Main Products:

    3-(1-Naphthoyl)indole

    Location:

    RONGSHENG BEIYUANDAJIE 9, LICHENG DISTRICT,JINAN, SHANDONG CHINA

    Year of Establishment:

    2022

    Jinan Topfull Chemical Co., Ltd. is a global chemical Industrial and focuses on advanced chemical technology. Specialized in Cosmetic materials, water treatment, fine chemicals and so on. We are looking forward to working together with the people of all circles at home and abroad to seek common development!
  • Country Product Purchase Quantity Date Posted
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